Hydrazine hydrate (1:1) → 2-(2,6-Diethyl-4-methylphenyl)-2-oxoacetohydrazide

HRID 335402

반응식

HRID 335402 반응식
O.[NH2:2][NH2:3].[CH2:4]([C:6]1[CH:11]=[C:10]([CH3:12])[CH:9]=[C:8]([CH2:13][CH3:14])[C:7]=1[C:15](=[O:21])[C:16](OCC)=[O:17])[CH3:5]>CO>[CH2:4]([C:6]1[CH:11]=[C:10]([CH3:12])[CH:9]=[C:8]([CH2:13][CH3:14])[C:7]=1[C:15](=[O:21])[C:16]([NH:2][NH2:3])=[O:17])[CH3:5]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 56942718Ethyl (2,6-diethyl-4-methylphenyl)glyoxylate

생성물 1

HCID 569428732-(2,6-Diethyl-4-methylphenyl)-2-oxoacetohydrazide수율 39.8%

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
2 °C

실험 절차

To a 100 ml volume four-necked flask, methanol (22.91 g) and hydrazine hydrate (1.93 g) were added at room temperature, and cooled. Ethyl 2-(2,6-diethyl-4-methylphenyl)-2-oxoacetate (9-a) (5.01 g) diluted with methanol (10.02 g) was added dropwise at 1° C. over 5 minutes. The resulting mixture was stirred at 2° C. for 4 hours, then the mixture was filtered. The resulting filtrate was concentrated, added tert-butyl methyl ether (41 g), and washed with brine (14 g). The resulting organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to column chromatography (silica gel: 40 g, hexane:ethyl acetate=1:1) to gave 1.88 g of 2-(2,6-diethyl-4-methylphenyl)-2-oxoacetohydrazide ((12-1)-(11)-39).

후처리

  1. temperaturecooled
  2. additionwas added dropwise at 1° C. over 5 minutes
  3. filtrationthe mixture was filtered
  4. concentrationThe resulting filtrate was concentrated
  5. additionadded tert-butyl methyl ether (41 g)
  6. washwashed with brine (14 g)
  7. dry with materialThe resulting organic layer was dried over sodium sulfate
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-6a5931a32b8f45f7b72b66bd9ce9b3d1
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08884010B2

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